Process for finishing textile materials, particularly to render the same water repellent



Patented Dec. 24, 1946 PROCESS FOR FINISHING TEXTILE MATE- RIALS, PARTICULARLY TO RENDER THE SAME WATER REPELLENT Ernst Zerner, Gertrude D. M. Davies, and Peter I.

Pollak, New York, N. Y., assignors, by mesne assignments, to Sun Chemical Corporation, New

York, N. Y., a corporation of Delaware No Drawing. Application May 4, 1943, Serial No. 485,624

3 Claims. (01. s-11s.2)

The present invention relates to improvements in the treatment of textiles, in order to render such textiles repellent to water.

Different processes have been proposed for rendering textiles repellent to water in such a way that the water repellency will persist, even though the textiles be subjected to the usual cleansing methods, i. e., dry cleaning and laundering. Generally the manufacturing of products suitable for this purpose is relatively complicated and costly.

We have found that products very suitable for rendering textiles water repellent are so-called Schifis bases. We understand that under that term are included aniles which are condensation products of primary amines with either an aldehyde or ketone. In our process we include only those products which are made of a ketone containing an aliphatic chain of at least 8 and preferably 8 to 20 carbon atoms, and a primary amine containing either an alkyl radical having at least 8 carbon atoms or an aryl radical.

We have prepared such Schifis bases, for instance, from di-heptadecyl ketone and aniline or alphaor beta-naphthylamine, and also from diheptadecyl ketone and dodecylamine.-

By the term textiles are included cotton and jute, linen, hemp,' wool, and various artificial fibers of organic material.

, lose the water repellency, at least not in a conslderable percentage, by dry cleaning or laundering several times. This, in our opinion, proves that the Schifis bases and the textiles enter some chemical reaction by which at least the superficial layers of the textiles are altered in such a way thatthey become repellent to water.

The following examples will illustrate the process of the present invention, although the invention is not restricted to these.

Example 1,--Plain weave grey cotton cloth was dipped into a 1% solution of di-heptadecyl-betanaphthylamine anile in Stoddard solvent (white spirit), the excess of thesolution was squeezed out, and the dipping and squeezing repeated. The cloth was then dried in the open air and baked for five minutes at 150 C. After simple drying ble. After baking the cloth showed a spray rating of nearly 100, which is reduced by dry cleaning or laundering to only about 80.

The di-heptadecyl-beta-naphthylamine anile was prepared in the following way: parts (by weight) of di-heptadecyl ketone and 27.8 parts of beta-naphthylamine were heated in a closed vessel for 2 hours to -170 C. The compound was recrystallized once from alcohol, and had a melting point of 176-180 C., and corresponded probably to the formula:

Cl'lHlB C=NC10H1 CuHu Example 2.-51,-parts of di-heptadecyl ketone and 19 parts of dodecyl amine, and 1 part of zinc chloride were heated in a closed vessel to C. for 5 hours. The final product, after being recrystallized once, from benzene, melted at 81- 82 C., and corresponded probably to the formula:

A piece of gabardine was dipped twice into a 2% warm alcoholic solution and then squeezed,

warmed up to 80 0., and 20 parts of the cornpound above mentioned, and in molten condition, was poured into the mixture under vigorous agitation, and '70 parts of hot water was added. The

emulsion so obtained was passed through a colloid mill.

For impregnating purposes this emulsion was diluted in a ratio of 1:20 with warm water, and the cloth to be rendered water repellent was dipped in twice, squeezed out, dried by means of a fanat 50-60 C. for five minutes, and then baked at 150 C. for another five minutes. The so-treated cotton cloth showed a spray rating of 90, and the water repellency was pretty resistant to dry cleaning and laundering.

Having thus described our invention, what we claimas new and desire to secure by Letters Patent is: without baking no water repellency was observa- 1, The process for rendering cellulosic textiles water repellent, which includes incorporating therein a monomeric compound of the formula with at least 8 carbon atoms, and Rs represents a radical selected from the group consisting of alkyl radicals having at least 8 carbon 10 atoms and aryl radicals, drying, and baking at 130 C. to 150 C.

2. A process of rendering cellulosic textiles and 4 the like water repellent, which includes incorporating therein di-heptadecyl-beta-naphthylagmine anile, drying, and baking at 130 C. to 1 0 C.

3. A process of rendering cellulosic textiles and the like water repellent, which includes incorporating therein the reaction product of di-heptadecyl ketone and dodecyl amine, drying and baking at 130 C. to 150 C.

ERNST ZERNER. GERTRUDE D. M. DAVIES. PETER I. POILAK. 

